Men's Hats & Accessories

Wool felt sheds light rain well, and some felts are treated to be water repellent. Waxed cotton and nylon caps or bucket hats handle heavier showers. Avoid straw and untreated cotton in wet weather, since they can lose shape or stain.

Wool flat caps and wool felt fedoras add warmth while looking more polished than a knit cap. Look for styles with a lining or ear flaps if you spend long stretches outdoors, and choose darker felts that pair easily with winter coats.

A clean, low-key cap in wool or cotton twill can work with chinos and a casual jacket. For anything dressier, a flat cap or a trilby looks more intentional. Save mesh trucker caps and heavily logoed styles for weekends.

Choose a hat that sits level just above your eyebrows so the brim doesn't rest on your frames. A medium brim keeps glare off your lenses without crowding them. With bold or thick frames, a simpler hat in a neutral color keeps the look balanced.

It doesn't need to match exactly, but keeping your hat in the same color family as your leather goods ties an outfit together. Brown and tan hats pair with brown leather, while grey, black, and navy hats work well with black shoes.